Abstract
Aza-Michael addition of 16-dehydropregnenolone was studied in the presence of a basic ionic liquid, [DBU][OAc] as catalyst and solvent. The reaction was carried out using different primary and secondary amines as N-nucleophiles. The products were obtained in moderate to good yields and were characterized by 1H and 13C NMR, MS and IR. The ionic liquid was found to be an efficient and recyclable catalyst that was reused five times. The products were investigated for the inhibition of in vitro C17,20-lyase activity and displayed moderate inhibitory effect.
Original language | English |
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Pages (from-to) | 61-66 |
Number of pages | 6 |
Journal | Steroids |
Volume | 123 |
DOIs | |
Publication status | Published - 1 Jul 2017 |
Keywords
- 16-Dehydropregnenolone
- Aza-Michael addition
- DBU
- Ionic liquid
- P450 inhibitors
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Physical Chemistry and characterization(PC2)
Johan Wouters (Manager) & Carmela Aprile (Manager)
Technological Platform Physical Chemistry and characterizationFacility/equipment: Technological Platform
Datasets
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CCDC 1520874: Experimental Crystal Structure Determination
Gömöry, Á. (Contributor), Edina Herman, B. (Contributor), Kollár, L. (Contributor), Maksó, L. (Contributor), Mikle, G. (Contributor), Skoda-Földes, R. (Contributor), Szánti-Pintér, E. (Contributor), Szécsi, M. (Contributor) & Wouters, J. (Contributor), Cambridge Crystallographic Data Centre, 1 Jan 2017
DOI: 10.5517/ccdc.csd.cc1n1lgr, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc1n1lgr&sid=DataCite
Dataset